Browse
Submit Data
Databases
API
Help

Dataset Information

16 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

A new lignan glucoside from the whole plants of Salvia scapiformis.

ABSTRACT: Phytochemical investigation of the whole plants of Salvia scapiformis Hance afforded eight compounds, including one new lignan, (+)-8?-hydroxypinoresinol-8-O-[6''-O-(4'''-hydroxybenzoyl)]-?-d-glucopyranoside (1), four known lignans, (+)-8?-hydroxy-pinoresinol-8-O-?-d-glucopyranoside (2), (+)-8?-hydroxypinoresinol (3), (+)-pinoresinol (4), and (+)-medioresinol (5), and three known triterpenoids, ursolic acid (6), 4-epi-niga-ichigoside F1 (7), and niga-ichigoside F1 (8). Their structures were determined on the basis of extensive spectroscopic analyses and comparison with spectroscopic data in the literature. The absolute configuration of the new compound 1 was determined by chemical transformation and GC analysis.

SUBMITTER: Lai Y

PROVIDER: S-EPMC6269659 | biostudies-literature | 2013 Sep

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

A new lignan glucoside from the whole plants of Salvia scapiformis.

Lai Yongji Y Ding Shuiping S Qian Huiqin H Zhang Jinwen J Xue Yongbo Y Luo Zengwei Z Yao Guangmin G Zhang Yonghui Y

Molecules (Basel, Switzerland) 20130913 9

Phytochemical investigation of the whole plants of Salvia scapiformis Hance afforded eight compounds, including one new lignan, (+)-8α-hydroxypinoresinol-8-O-[6''-O-(4'''-hydroxybenzoyl)]-β-d-glucopyranoside (1), four known lignans, (+)-8α-hydroxy-pinoresinol-8-O-β-d-glucopyranoside (2), (+)-8α-hydroxypinoresinol (3), (+)-pinoresinol (4), and (+)-medioresinol (5), and three known triterpenoids, ursolic acid (6), 4-epi-niga-ichigoside F1 (7), and niga-ichigoside F1 (8). Their structures were dete ...[more]

PMID: 24064455

Similar Datasets

A new sesquilignan glucoside from Uraria sinensis.

Project description:A new sesquilignan glucoside, urariasinoside A (1), together with eight known compounds, including two lignans, a sesquilignan, a dilignan, and four flavonoid derivatives were isolated from the aerial parts of Uraria sinensis. Their structures were determined on the basis of extensive spectroscopic analyses and comparison with literature data. Compound 1 was evaluated for in vitro cytotoxicity activity against HL-60, SMMC-7721, A549, MCF-7, SW480, and BEAS-2B cell lines.

| S-EPMC6271682 | biostudies-literature

Five new sucrose esters from the whole plants of Phyllanthus cochinchinensis

Project description:Chemical investigation of the whole plants of Phyllanthus cochinchinensis (Euphorbiaceae) led to the isolation of five new sucrose benzoyl esters, 3,6?-di-O-benzoylsucrose (1), 3,6?-di-O-benzoyl-2?-O-acetylsucrose (2), 3,6?-di-O-benzoyl-4?-Oacetylsucrose (3), 3,6?-di-O-benzoyl-3?-O-acetylsucrose (4) and 3-O-benzoyl-6?-O-(E)-cinnamoylsucrose (5), together with two known secoiridoid glycosides, jasminoside (6) and jaslanceoside B (7). Their structures were established on the basis of detailed spectroscopic analysis and chemical method. Electronic Supplementary Material Supplementary material is available for this article at 10.1007/s13659-013-0026-7 and is accessible for authorized users.

| S-EPMC4131661 | biostudies-literature

Kalshiolin A, new lignan from <i>Kalimeris shimadai</i>.

Project description:The Asian plant Kalimeris shimadai has been used as food and ethnologic medicine for over a thousand years. In this study, we isolated and identified one new lignan, kalshiolin A (1), and 12 known lignans (2-13). The structures were characterized by the comprehensive analyses of spectroscopic data (HR-ESI-MS, IR, 1D, and 2D-NMR) and the absolute configuration of 1 was determined from ECD calculations. The new compound 1 was also screened for cytotoxic activity but did not show significant potency (IC50 35.9-43.3 μM) against A549, MDA-MB-231, MCF7, KB, and KB-VIN cell lines.

| S-EPMC6908768 | biostudies-literature

New Octadecanoid Enantiomers from the Whole Plants of <i>Plantago depressa</i>.

Project description:In this study, 19 octadecanoid derivatives-four pairs of enantiomers (1?8), two racemic/scalemic mixtures (9?10), and nine biosynthetically related analogues-were obtained from the ethanolic extract of a Chinese medicinal plant, Plantago depressa Willd. Their structures were elucidated on the basis of detailed spectroscopic analyses, with the absolute configurations of the new compounds assigned by time-dependent density functional theory (TD-DFT)-based electronic circular dichroism (ECD) calculations. Six of them (1, 3?6, and 9) were reported for the first time, while 2, 7, and 8 have been previously described as derivatives and are currently obtained as natural products. Our bioassays have established that selective compounds show in vitro anti-inflammatory activity by inhibiting lipopolysaccharide-induced nitric oxide (NO) production in mouse macrophage RAW 264.7 cells.

| S-EPMC6099667 | biostudies-literature

Three new lignan glucosides from the roots of Scutellaria baicalensis.

Project description:Three new lignan glucosides, baicalensinosides A-C (1-3), were isolated from the roots of Scutellaria baicalensis. The structural elucidation was achieved by in-depth spectroscopic examinations and qualitative chemical test. Structurally, these compounds belong to the 3,4-dibenzyltetrahydrofuran-type lignan glycoside with a mono-hydroxyl substitution at the 7'-position of benzylidene group on the numbering system of lignans being one of their shared critical features. The anti-osteoporotic activity of the isolated compounds was assessed in an in vitro osteoprotegerin (OPG) transcriptional activity assay using dual luciferase reporter detection. At 10 ?mol/L, compounds 1-3 increased the relative activating ratio of OPG transcription to 1.83, 0.84 and 0.98 times that of the control group, respectively.

| S-EPMC4857011 | biostudies-literature

Two New Cyototoxic Cardenolides from the Whole Plants of Adonis multiflora Nishikawa & Koki Ito.

Project description:A phytochemical investigation of the whole plants of Adonis multiflora Nishikawa & Koki Ito. resulted in the isolation and identification of two new cardenolides--adonioside A (1) and adonioside B (6)--as well as four known cardenolides: tupichinolide (2) oleandrine (3), cryptostigmin II (4), and cymarin (5). Their structures were elucidated on the basis of NMR, MS, and IR spectroscopic analyses. Compounds 1, 2, 5, and 6 showed significant cytotoxicity against six human cancer cell lines (HCT-116, HepG2, HeLa, SK-OV-3, and SK-MEL-5, and SK-BR-3).

| S-EPMC6332151 | biostudies-literature

New tetranorlabdanoic acid from aerial parts of Salvia aethiopis.

Project description:Salvia aethiopis is a perennial plant native to Eurasia and known by the common names Mediterranean sage or African sage. This plant has been used in Iranian medicine as a carminative and tonic. The ethanolic extract of aerial part of S. aethiopis exhibited moderate to weak activity towards delta and kappa opioid receptors (46.3 and 45.3% displacement, respectively). Chromatographic purification of the ethanolic extract on silica gel column led to isolation of one new: 3?-hydroxy-8?-acetoxy-13,14,15,16-tetranorlabdan-12-oic acid (I) and three known compounds: sesquiterpene spathulenol (II), ?-sitosterol (III) and ?-sitosterol-3-O-glucoside (IV). The structures of all isolated compounds were elucidated by their NMR (1D and 2D) and MS spectral data. All the fractions and isolated compounds were tested for cannabinoid and opioid receptor binding assays.

| S-EPMC5671917 | biostudies-literature

A new languidulane diterpenoid from Salvia mexicana var. mexicana.

Project description:From the aerial parts of Salvia mexicana var. mexicana, two C-10 epimers (? and ?) of salvimexicanolide were isolated. Our interpretation of the data, especially the 13C NMR, led us to conclude that the previously described 13C-NMR spectrum of the ?-epimer was not accurately assigned and it actually corresponds to the ?-epimer. The structures proposed for the salvimexicanolides were verified by means of NOESY experiments. Dugesin B, arbutin, naringenin and the mixture of oleanolic and ursolic acids were also isolated from this Salvia spp.

| S-EPMC6264398 | biostudies-literature

New Dimeric and seco-Abietane Diterpenoids from Salvia wardii.

Project description:Two dimeric abietane diterpenoids, salviwardins A and B (1 and 2), and a seco-abietane diterpenoid salviwardin C (3), along with five known analogues (4-8), were isolated from the roots of Salvia wardii. The structures of these isolates were elucidated by extensive spectroscopic methods. The inhibitory activities of these isolates against five human cancer cell lines in vitro were also tested.

| S-EPMC4402580 | biostudies-literature

Purification of a new peroxidase catalysing the formation of lignan-type compounds.

Project description:A novel peroxidase that catalyses the dimerization of ferulic acid or caffeic acid via oxidative coupling and formation of beta beta'-linkage to the lignan-type compounds 8,8'-bis(caffeic acid) or 8,8'-bis(ferulic acid) respectively was purified from the leaves of Bupleurum salicifolium. The enzyme, for which the name caffeate peroxidase is proposed, was purified 2700-fold. It is a glycoprotein and has an Mr of 38,000 as determined by gel filtration and SDS/PAGE. The Km values for ferulic acid and caffeic acid were 0.24 mM and for H2O2 0.04 mM with caffeic acid and 0.48 mM with ferulic acid. The purified peroxidase does not exhibit activity on other phenylpropanoids tested and has no detectable phenol oxidase or NADPH oxidase activity. The caffeate peroxidase could be involved in the biosynthesis of lignans.

| S-EPMC1149886 | biostudies-other

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data